InsiderTrades

Form 4 for TRUP TRUPANION, INC.

Accepted 2026-05-27 21:57:00 ET · period of report 2026-05-22 · accession 0001371285-26-000143 · SEC index · Original document

Summary rows

Aggregated the way they appear in lists: one row per insider, transaction code and security table.

X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
D 2026-05-27 21:57 2026-05-22 TRUP RAWLINGS DARRYL Dir M - OptEx — +312 24.8K +1% —
D 2026-05-27 21:57 2026-05-22 TRUP RAWLINGS DARRYL Dir M - OptEx $0.00 -312 2,188 -12% $0

Purchase Sale Sale after option exercise All abbreviations

Every reported transaction

#TableSecurityDateCodeA/DSharesPriceOwned afterOwnExercise / expiryUnderlyingFootnotes
1 Common Common Stock 2026-05-22 M A 312 — 24,838 D — — (F1) Restricted stock units convert into common stock on a one-for-one basis. (F2) The total amount of securities beneficially owned by the reporting person has been adjusted to correct two (2) scrivener's errors. (1) On May 7, 2024, a Form 4 was filed reporting a direct purchase of 20,700 shares by the reporting person; however, such shares were in fact purchased by indirect beneficial owner Kuyashii Primary Equities LLC; and (2) Form 4s were filed on February 26, 2025 and on February 27, 2025 to report tax withholdings in the aggregate amount of 2,994 shares, however there was no tax withholdings at that time because the reporting person was no longer providing services as an employee. The total number of securities beneficially owned and as reported in Table I has been adjusted accordingly to reflect the reporting person's current beneficial ownership as of the transaction date.
2 Derivative Restricted Stock Unit (RSU) 2026-05-22 M D 312 $0.00 2,188 D — · — to 2028-02-22 312 Common Stock (F1) Restricted stock units convert into common stock on a one-for-one basis. (F3) On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date. (F3) On February 27, 2024, the reporting person was granted 5,000 restricted stock units (RSUs). The RSUs vest and convert into common stock of the Issuer as to 1/4th of the total shares on February 22, 2025, after which 1/16th of the total shares vest quarterly, subject to continued service through each vest date.